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Fall in Love With Southwinds By Reading Our Key West Hotel Reviews

There's no better way to get to know us than hearing from satisfied guests of our charming and convenient Key West hotel. See for yourself what recent guests had to say about their experience at Southwinds Motel near Duval Street in the heart of Old Town Key West.
 
Read all about our complimentary services, like free breakfast and Wi-Fi, and our thoughtful amenities including three pools, bike rentals, and beach access with chairs and towels.
 
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Service
Quality
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  Guest   •   March 20, 2026

I stayed last year ...

I stayed last year in 2025 and I’m going back this year. Had a great room rate and it was very convenient to everything. The staff was very friendly and had no issues. Looking forward to coming back!
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  Guest   •   June 21, 2023

June 2023. Found the ...

June 2023. Found the location to be within walking distance lots of activities and food. The motel is sort of a retro-fifties style that fits the Key West theme. We had a large veranda that we used a lot and watched the iguanas roam the property. The rooms were small and were a little dated but quite useable and very clean. Bathrooms were also a little small with no countertop area for personal items. Breakfast selections were good. The kids enjoyed both pools. Would stay there again if ever in Key West.
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Cleanliness
  Guest   •   June 21, 2023

June 2023. Found the ...

June 2023. Found the location to be within walking distance lots of activities and food. The motel is sort of a retro-fifties style that fits the Key West theme. We had a large veranda that we used a lot and watched the iguanas roam the property. The rooms were small and were a little dated but quite useable and very clean. Bathrooms were also a little small with no countertop area for personal items. Breakfast selections were good. The kids enjoyed both pools. Would stay there again if ever in Key West.
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Rooms
Quality
Value
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Cleanliness
  Guest   •   April 15, 2023

We recently stayed at ...

We recently stayed at the Southwinds Motel for the first time. We had a fantastic experience!! From the moment we walked into the lobby, we were greeted with smiling faces by Karen and Lotoya. The room was spacious, clean and well appointed with amenities we needed for a comfortable stay. The bed was incredibly comfortable and the linens were crisp and fresh. The hotel's location was a huge plus for us. It was centrally located, making it easy to access all the nearby attractions, restaurants and bars. We appreciated the convenience of having the Tipsy Rooster a few feet from our room. Overall, i highly recommend the Southwinds Motel to anyone looking for a comfortable, laid back, enjoyable place to stay. The Hotel propety manager Rafael and staff exceeded our expectations and I would definately stay again.
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  Guest   •   July 08, 2023

Great rooms and service..great ...

Great rooms and service..great location.
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